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Synthetic Studies toward (±)-Furanocembranoid 1: Construction of the Acyclic Carbon Framework

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journal contribution
posted on 16.11.2018, 13:35 by Chada Raji Reddy, Siddique Z. Mohammed
Herein, we report the synthesis of the entire acyclic carbon framework toward (±)-furanocembranoid 1 via the longest linear sequence of 12 steps from commercially available linalool and diethyl 2-isopropylmalonate. Key to the success of this synthetic approach is a silver-catalyzed enyne-annulation reaction for the formation of 2,4-disubstituted furan motif of unique furanocembranoid 1, isolated from Croton oblongifolius. Construction of macrocycle has also been explored using the ring-closing metathesis reaction.